Travelers Companies Insider Trades
NYSE: TRVFinanceProperty-Casualty InsurersUSD
At close: Oct 8, 4:00 PM ET · Delayed 15 min
Last 12 months
- Purchases
- 0 · $0
- Sales
- 37 · $52.86M
- Shares bought / sold
- 0 / 159.66K
- Net activity
- Net selling $52.9 million
Travelers Companies insider activity
Over the last 12 months, Travelers Companies insiders reported 84 transactions on SEC Form 4: 0 open-market purchases and 37 sales. Insiders bought $0 and sold $52.9 million worth of stock, for net insider selling of $52.9 million. The largest seller was Klein Michael Frederick, with $8.3 million in reported sales.
The most recent filing shows Jabbour Anthony M (Director) reporting a transaction in 65 shares at $356.51 on Sep 30, 2026. Insider sales are common for compensation, tax and diversification reasons, while open-market purchases are rarer; tracking both helps put TRV's ownership changes in context.
Summary generated from market data by MetaCap's automated system. Methodology
TRV insider transactions
| Date | Insider | Type | Shares | Value | Filing |
|---|---|---|---|---|---|
| Sep 30, 2026 | Robinson ElizabethDirector | Award | 123 | $43.75K | Form 4 |
| Sep 30, 2026 | Golden Russell G.Director | Award | 130 | $46.25K | Form 4 |
| Sep 30, 2026 | Jabbour Anthony MDirector | Award | 65 | $23.23K | Form 4 |
| Aug 28, 2026 | OLIVO MARIAEVP, ERM & Chief Risk Officer | Sale | 6,000 | $2.22M | Form 4 |
| Aug 14, 2026 | Jabbour Anthony MDirector | Award | 446 | $165.18K | Form 4 |
| Jul 24, 2026 | Kurtzman DianeEVP & Chief HR Officer | Sale | 4,164 | $1.61M | Form 4 |
| Jul 24, 2026 | Kurtzman DianeEVP & Chief HR Officer | Option exercise | 4,164 | $552.06K | Form 4 |
| Jul 24, 2026 | Yin Daniel Tei-HwaEVP & Co-Chief Invest. Officer | Sale | 7,153 | $2.77M | Form 4 |
| Jul 24, 2026 | Yin Daniel Tei-HwaEVP & Co-Chief Invest. Officer | Option exercise | 7,153 | $1.01M | Form 4 |
| Jul 22, 2026 | BESSETTE ANDY FEVP and Chief Admin Officer | Sale | 100 | $36.89K | Form 4 |
| Jul 22, 2026 | BESSETTE ANDY FEVP and Chief Admin Officer | Sale | 2,900 | $1.07M | Form 4 |
| Jul 22, 2026 | Munson Paul E.SVP & Corp. Controller | Sale | 1,525 | $564.11K | Form 4 |
| Jul 22, 2026 | Munson Paul E.SVP & Corp. Controller | Option exercise | 1,525 | $192.42K | Form 4 |
| Jul 22, 2026 | Rowland David DonnayEVP & Co-Chief Invest. Officer | Sale | 5,000 | $1.86M | Form 4 |
| Jul 22, 2026 | Rowland David DonnayEVP & Co-Chief Invest. Officer | Option exercise | 5,000 | $662.90K | Form 4 |
| Jul 21, 2026 | Lefebvre Mojgan MEVP & Chief Tech & Ops Officer | Sale | 7,100 | $2.62M | Form 4 |
| Jul 21, 2026 | Lefebvre Mojgan MEVP & Chief Tech & Ops Officer | Option exercise | 7,100 | $992.79K | Form 4 |
| Jul 21, 2026 | Lefebvre Mojgan MEVP & Chief Tech & Ops Officer | Sale | 9,213 | $3.39M | Form 4 |
| Jul 21, 2026 | Lefebvre Mojgan MEVP & Chief Tech & Ops Officer | Option exercise | 9,213 | $1.22M | Form 4 |
| Jul 21, 2026 | Frey Daniel S.EVP & Chief Financial Officer | Sale | 3,000 | $1.11M | Form 4 |
| Jul 21, 2026 | Frey Daniel S.EVP & Chief Financial Officer | Option exercise | 3,000 | $517.50K | Form 4 |
| Jul 21, 2026 | Frey Daniel S.EVP & Chief Financial Officer | Sale | 11,037 | $4.06M | Form 4 |
| Jul 21, 2026 | Frey Daniel S.EVP & Chief Financial Officer | Option exercise | 11,037 | $1.54M | Form 4 |
| Jul 21, 2026 | Klein Michael FrederickEVP & President, Personal Ins. | Sale | 5,875 | $2.15M | Form 4 |
| Jul 21, 2026 | Klein Michael FrederickEVP & President, Personal Ins. | Sale | 125 | $45.61K | Form 4 |
| Jul 21, 2026 | Klein Michael FrederickEVP & President, Personal Ins. | Option exercise | 6,000 | $838.98K | Form 4 |
| Jun 30, 2026 | Golden Russell G.Director | Award | 140 | $46.25K | Form 4 |
| Jun 30, 2026 | Robinson ElizabethDirector | Award | 133 | $43.75K | Form 4 |
| May 26, 2026 | Klein Michael FrederickEVP & President, Personal Ins. | Sale | 1,519 | $469.06K | Form 4 |
| May 26, 2026 | Klein Michael FrederickEVP & President, Personal Ins. | Sale | 2,412 | $743.70K | Form 4 |
| May 26, 2026 | Klein Michael FrederickEVP & President, Personal Ins. | Sale | 6,069 | $1.86M | Form 4 |
| May 26, 2026 | Klein Michael FrederickEVP & President, Personal Ins. | Option exercise | 10,000 | $1.33M | Form 4 |
| May 22, 2026 | BESSETTE ANDY FEVP and Chief Admin Officer | Sale | 4,255 | $1.31M | Form 4 |
| May 22, 2026 | BESSETTE ANDY FEVP and Chief Admin Officer | Option exercise | 4,255 | $804.24K | Form 4 |
| Apr 30, 2026 | Kess Avrohom J.Vice Chmn. & Chief Legal Off. | Gift | 1,000 | — | Form 4 |
| Apr 28, 2026 | HEYMAN WILLIAM HVice Chairman | Sale | 1,000 | $311.00K | Form 4 |
| Apr 28, 2026 | HEYMAN WILLIAM HVice Chairman | Sale | 557 | $172.67K | Form 4 |
| Apr 28, 2026 | HEYMAN WILLIAM HVice Chairman | Option exercise | 1,557 | $294.29K | Form 4 |
| Apr 28, 2026 | Kess Avrohom J.Vice Chmn. & Chief Legal Off. | Sale | 6,735 | $2.08M | Form 4 |
| Apr 28, 2026 | Kess Avrohom J.Vice Chmn. & Chief Legal Off. | Tax withholding | 20,951 | $6.47M | Form 4 |
| Apr 28, 2026 | Kess Avrohom J.Vice Chmn. & Chief Legal Off. | Option exercise | 27,686 | $3.90M | Form 4 |
| Apr 23, 2026 | THOMSEN LAURIE JDirector | Gift | 631 | — | Form 4 |
| Apr 20, 2026 | Klenk Jeffrey P.EVP & Pres., Bond & Spec. Ins. | Sale | 6,414 | $1.96M | Form 4 |
| Apr 20, 2026 | Kess Avrohom J.Vice Chmn. & Chief Legal Off. | Gift | 2,125 | — | Form 4 |
| Apr 20, 2026 | Klein Michael FrederickEVP & President, Personal Ins. | Sale | 3,270 | $995.34K | Form 4 |
| Apr 20, 2026 | Klein Michael FrederickEVP & President, Personal Ins. | Sale | 6,730 | $2.04M | Form 4 |
| Apr 20, 2026 | Klein Michael FrederickEVP & President, Personal Ins. | Option exercise | 10,000 | $1.33M | Form 4 |
| Apr 20, 2026 | Kurtzman DianeEVP & Chief HR Officer | Sale | 1,387 | $420.85K | Form 4 |
| Apr 20, 2026 | Kurtzman DianeEVP & Chief HR Officer | Option exercise | 1,387 | $183.89K | Form 4 |
| Apr 20, 2026 | Kurtzman DianeEVP & Chief HR Officer | Sale | 1,480 | $449.13K | Form 4 |
| Mar 31, 2026 | Robinson ElizabethDirector | Award | 150 | $43.75K | Form 4 |
| Mar 31, 2026 | Golden Russell G.Director | Award | 159 | $46.25K | Form 4 |
| Feb 26, 2026 | OLIVO MARIAEVP, ERM & Chief Risk Officer | Sale | 10,400 | $3.19M | Form 4 |
| Feb 26, 2026 | OLIVO MARIAEVP, ERM & Chief Risk Officer | Option exercise | 10,400 | $1.24M | Form 4 |
| Feb 26, 2026 | Rowland David DonnayEVP & Co-Chief Invest. Officer | Sale | 4,731 | $1.46M | Form 4 |
| Feb 26, 2026 | Rowland David DonnayEVP & Co-Chief Invest. Officer | Option exercise | 4,731 | $596.96K | Form 4 |
| Feb 25, 2026 | Munson Paul E.SVP & Corp. Controller | Sale | 2,800 | $856.91K | Form 4 |
| Feb 25, 2026 | Munson Paul E.SVP & Corp. Controller | Option exercise | 2,800 | $353.30K | Form 4 |
| Feb 25, 2026 | Munson Paul E.SVP & Corp. Controller | Sale | 927 | $283.70K | Form 4 |
| Feb 23, 2026 | HEYMAN WILLIAM HVice Chairman | Sale | 1,000 | $309.00K | Form 4 |
| Feb 23, 2026 | HEYMAN WILLIAM HVice Chairman | Sale | 2,000 | $615.75K | Form 4 |
| Feb 23, 2026 | HEYMAN WILLIAM HVice Chairman | Option exercise | 3,000 | $567.03K | Form 4 |
| Feb 23, 2026 | HEYMAN WILLIAM HVice Chairman | Sale | 1,000 | $305.00K | Form 4 |
| Feb 23, 2026 | HEYMAN WILLIAM HVice Chairman | Option exercise | 1,000 | $172.50K | Form 4 |
| Feb 20, 2026 | Kess Avrohom J.Vice Chmn & Chief Legal Off | Sale | 4,756 | $1.43M | Form 4 |
| Feb 20, 2026 | Kess Avrohom J.Vice Chmn & Chief Legal Off | Tax withholding | 15,244 | $4.59M | Form 4 |
| Feb 20, 2026 | Kess Avrohom J.Vice Chmn & Chief Legal Off | Option exercise | 20,000 | $2.82M | Form 4 |
| Feb 20, 2026 | Toczydlowski Gregory CEVP & President, Business Ins. | Sale | 12,200 | $3.66M | Form 4 |
| Feb 20, 2026 | Frey Daniel S.EVP & Chief Financial Officer | Sale | 8,000 | $2.40M | Form 4 |
| Feb 20, 2026 | Yin Daniel Tei-HwaEVP & Co-Chief Invest. Officer | Tax withholding | 5,904 | $1.78M | Form 4 |
| Feb 20, 2026 | Yin Daniel Tei-HwaEVP & Co-Chief Invest. Officer | Option exercise | 8,470 | $1.01M | Form 4 |
| Feb 20, 2026 | HEYMAN WILLIAM HVice Chairman | Sale | 1,000 | $304.00K | Form 4 |
| Feb 20, 2026 | HEYMAN WILLIAM HVice Chairman | Option exercise | 1,000 | $172.50K | Form 4 |
| Feb 19, 2026 | Lefebvre Mojgan MEVP & Chief Tech & Ops Officer | Sale | 5,827 | $1.74M | Form 4 |
| Feb 18, 2026 | Toczydlowski Gregory CEVP & President, Business Ins. | Tax withholding | 10,643 | $3.18M | Form 4 |
| Feb 18, 2026 | Toczydlowski Gregory CEVP & President, Business Ins. | Award | 22,843 | — | Form 4 |
| Feb 18, 2026 | Rowland David DonnayEVP & Co-Chief Invest. Officer | Tax withholding | 4,225 | $1.26M | Form 4 |
| Feb 18, 2026 | Rowland David DonnayEVP & Co-Chief Invest. Officer | Award | 9,238 | — | Form 4 |
| Feb 18, 2026 | Yin Daniel Tei-HwaEVP & Co-Chief Invest. Officer | Tax withholding | 4,627 | $1.38M | Form 4 |
| Feb 18, 2026 | Yin Daniel Tei-HwaEVP & Co-Chief Invest. Officer | Award | 9,238 | — | Form 4 |
| Feb 18, 2026 | Klein Michael FrederickEVP & President, Personal Ins. | Tax withholding | 10,012 | $2.99M | Form 4 |
| Feb 18, 2026 | Klein Michael FrederickEVP & President, Personal Ins. | Award | 21,499 | — | Form 4 |
| Feb 18, 2026 | Lefebvre Mojgan MEVP & Chief Tech & Ops Officer | Tax withholding | 6,182 | $1.85M | Form 4 |
| Feb 18, 2026 | Lefebvre Mojgan MEVP & Chief Tech & Ops Officer | Award | 12,009 | — | Form 4 |
Transaction codes follow SEC Form 4: P = open-market purchase, S = open-market sale, A = grant or award, M = option exercise, F = shares withheld for taxes. About Form 4